3-((6-bromoquinolin-4-yl)amino)phenol

ID: ALA5204382

PubChem CID: 57857973

Max Phase: Preclinical

Molecular Formula: C15H11BrN2O

Molecular Weight: 315.17

Names and Identifiers

Canonical SMILES:  Oc1cccc(Nc2ccnc3ccc(Br)cc23)c1

Standard InChI:  InChI=1S/C15H11BrN2O/c16-10-4-5-14-13(8-10)15(6-7-17-14)18-11-2-1-3-12(19)9-11/h1-9,19H,(H,17,18)

Standard InChI Key:  PINZOUGJBLCCNA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   -2.1417   -0.8230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4270   -0.4107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7151   -0.8226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7151   -1.6478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4252   -2.0596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1417   -1.6515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0025   -0.4117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7123   -0.8242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7141   -1.6453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0025   -2.0619    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0025    0.4133    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7121    0.8260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7123    1.6512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4252    2.0619    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1400    1.6492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1416    0.8281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4298    0.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8562    0.4155    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8561   -0.4104    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  1  6  1  0
  6  5  2  0
  3  7  1  0
  8  7  2  0
  9  8  1  0
 10  9  2  0
  4 10  1  0
  7 11  1  0
 11 12  1  0
 13 12  2  0
 14 13  1  0
 15 14  2  0
 16 15  1  0
 17 16  2  0
 12 17  1  0
 16 18  1  0
  1 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5204382

   3-[(6-Bromoquinolin-4-yl)amino]phenol

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 315.17

Molecular Weight (Monoisotopic): 314.0055

AlogP: 4.45

#Rotatable Bonds: 2

Polar Surface Area: 45.15

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.70

CX Basic pKa: 6.39

CX LogP: 4.04

CX LogD: 4.00

Aromatic Rings: 3

Heavy Atoms: 19

QED Weighted: 0.73

Np Likeness Score: -0.84

References

1. De S, Aamna B, Sahu R, Parida S, Behera SK, Dan AK..  (2022)  Seeking heterocyclic scaffolds as antivirals against dengue virus.,  240  [PMID:35816877] [10.1016/j.ejmech.2022.114576]

Source

Source(1):

• Scientific Literature